“It allowed me to drink more,” she said. “That’s why I did it. It was a party thing.”

The actress also revealed that prior to her jail sentence in 2010, the then-24-year-old actress was mentally preparing – even hoping – for jail.

“I somewhere inside, knew, and kind of wanted, to go to jail,” she told Winfrey.

The interview was taped just four days after Lohan was released from three months of court-mandated rehab at the Betty Ford Center in Rancho Mirage and the Cliffside Malibu clinic.

The star of "The Canyons" must still complete three 50-minute counseling sessions weekly, through November 2014.

Lohan's Porsche rear-ended a truck on Pacific Coast Highway last year, but she denied she was driving. She entered a no-contest plea in March and agreed to enter rehab, spend 18 months in psychotherapy and serve 30 days of community service.

The "Mean Girls" star avoided jail in a last-minute deal by pleading no contest to misdemeanor reckless driving and providing false information to police. A charge of willfully resisting, obstructing or delaying an officer was dismissed.

“I would’ve thought that, particularly after going to jail in 2010, that that would have been enough to scare you straight … enough to stop the behavior,” Winfrey said.

Lohan spent two weeks in jail – a fraction of her 90-day sentence – in 2010 after failing to keep up on probation requirements stemming from a DUI in 2007.

She attributed the arc of her troubled past to her self-professed addiction to chaos several times during the interview and said she felt “tons of shame, tons of guilt” over the episode.

She recalled feeling a “rush of heat coming over me and not knowing what to expect” when the judge handed down her sentence.

Now, as she enters the last phase of court mandates, Lohan said she’s ready to move forward.

“I’ve been given a lot of chances, and I’m really lucky to still have the support,” she said.

Lohan will be getting an assist from Winfrey, who is building an eight-part docu-series around the actress' struggles, career and future endeavors.

Lohan will reportedly be paid $2 million for the series, which is slated to air next year.

"I feel different. I'm in a different head space,” Lohan said. “I don't want those things that I wanted before."